CN1023708C - 用3-丁烯-丁醇化合物使氯氟代烷烃的组合物稳定 - Google Patents
用3-丁烯-丁醇化合物使氯氟代烷烃的组合物稳定 Download PDFInfo
- Publication number
- CN1023708C CN1023708C CN88106468A CN88106468A CN1023708C CN 1023708 C CN1023708 C CN 1023708C CN 88106468 A CN88106468 A CN 88106468A CN 88106468 A CN88106468 A CN 88106468A CN 1023708 C CN1023708 C CN 1023708C
- Authority
- CN
- China
- Prior art keywords
- amine
- alcohol
- methyl
- butene
- application
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Fee Related
Links
- 230000006641 stabilisation Effects 0.000 title description 8
- 238000011105 stabilization Methods 0.000 title description 8
- 150000001412 amines Chemical class 0.000 claims abstract description 32
- 229920005862 polyol Polymers 0.000 claims abstract description 14
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 42
- 239000000203 mixture Substances 0.000 claims description 36
- -1 amino polyol Chemical class 0.000 claims description 22
- 150000001414 amino alcohols Chemical group 0.000 claims description 14
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 12
- 239000000460 chlorine Substances 0.000 claims description 12
- 229910052801 chlorine Inorganic materials 0.000 claims description 12
- 229910052739 hydrogen Inorganic materials 0.000 claims description 9
- 239000001257 hydrogen Substances 0.000 claims description 9
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims description 7
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 7
- SJRJJKPEHAURKC-UHFFFAOYSA-N N-Methylmorpholine Chemical compound CN1CCOCC1 SJRJJKPEHAURKC-UHFFFAOYSA-N 0.000 claims description 6
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 claims description 6
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 5
- VHYFNPMBLIVWCW-UHFFFAOYSA-N 4-Dimethylaminopyridine Chemical compound CN(C)C1=CC=NC=C1 VHYFNPMBLIVWCW-UHFFFAOYSA-N 0.000 claims description 4
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 claims description 4
- LVTYICIALWPMFW-UHFFFAOYSA-N diisopropanolamine Chemical compound CC(O)CNCC(C)O LVTYICIALWPMFW-UHFFFAOYSA-N 0.000 claims description 4
- 229940043276 diisopropanolamine Drugs 0.000 claims description 4
- 229920000570 polyether Polymers 0.000 claims description 4
- IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 claims description 4
- SVYKKECYCPFKGB-UHFFFAOYSA-N N,N-dimethylcyclohexylamine Chemical compound CN(C)C1CCCCC1 SVYKKECYCPFKGB-UHFFFAOYSA-N 0.000 claims description 3
- NSOXQYCFHDMMGV-UHFFFAOYSA-N Tetrakis(2-hydroxypropyl)ethylenediamine Chemical compound CC(O)CN(CC(C)O)CCN(CC(C)O)CC(C)O NSOXQYCFHDMMGV-UHFFFAOYSA-N 0.000 claims description 3
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 claims description 3
- 229960004418 trolamine Drugs 0.000 claims description 3
- DSSKLTAHHALFRW-UHFFFAOYSA-N N-cyclohexylpiperidine Chemical class C1CCCCC1N1CCCCC1 DSSKLTAHHALFRW-UHFFFAOYSA-N 0.000 claims description 2
- UEEJHVSXFDXPFK-UHFFFAOYSA-N N-dimethylaminoethanol Chemical compound CN(C)CCO UEEJHVSXFDXPFK-UHFFFAOYSA-N 0.000 claims description 2
- 125000001931 aliphatic group Chemical group 0.000 claims description 2
- 239000003054 catalyst Substances 0.000 claims description 2
- 229960002887 deanol Drugs 0.000 claims description 2
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 claims description 2
- 239000012972 dimethylethanolamine Substances 0.000 claims description 2
- CRVGTESFCCXCTH-UHFFFAOYSA-N methyl diethanolamine Chemical compound OCCN(C)CCO CRVGTESFCCXCTH-UHFFFAOYSA-N 0.000 claims description 2
- SLDHSOMTRCOZPE-UHFFFAOYSA-N n,n-bis(dimethylamino)propan-1-amine Chemical compound CCCN(N(C)C)N(C)C SLDHSOMTRCOZPE-UHFFFAOYSA-N 0.000 claims description 2
- 229920006395 saturated elastomer Polymers 0.000 claims description 2
- KYVBNYUBXIEUFW-UHFFFAOYSA-N 1,1,3,3-tetramethylguanidine Chemical compound CN(C)C(=N)N(C)C KYVBNYUBXIEUFW-UHFFFAOYSA-N 0.000 claims 1
- PKZCRWFNSBIBEW-UHFFFAOYSA-N 2-n,2-n,2-trimethylpropane-1,2-diamine Chemical compound CN(C)C(C)(C)CN PKZCRWFNSBIBEW-UHFFFAOYSA-N 0.000 claims 1
- LINDOXZENKYESA-UHFFFAOYSA-N TMG Natural products CNC(N)=NC LINDOXZENKYESA-UHFFFAOYSA-N 0.000 claims 1
- ZZVUWRFHKOJYTH-UHFFFAOYSA-N diphenhydramine Chemical compound C=1C=CC=CC=1C(OCCN(C)C)C1=CC=CC=C1 ZZVUWRFHKOJYTH-UHFFFAOYSA-N 0.000 claims 1
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims 1
- 150000003077 polyols Chemical class 0.000 abstract description 3
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract description 2
- GRERYAZQWYKFMG-UHFFFAOYSA-N but-3-en-1-ol Chemical compound [CH2]C=CCO GRERYAZQWYKFMG-UHFFFAOYSA-N 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 description 17
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 11
- 239000006261 foam material Substances 0.000 description 8
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 description 7
- 238000000034 method Methods 0.000 description 6
- 238000003860 storage Methods 0.000 description 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 5
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 4
- 229910000831 Steel Inorganic materials 0.000 description 4
- 229910052799 carbon Inorganic materials 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 150000002431 hydrogen Chemical class 0.000 description 4
- 239000010959 steel Substances 0.000 description 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 3
- 229920005830 Polyurethane Foam Polymers 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 238000005187 foaming Methods 0.000 description 3
- 239000002184 metal Substances 0.000 description 3
- 239000011496 polyurethane foam Substances 0.000 description 3
- CYRMSUTZVYGINF-UHFFFAOYSA-N trichlorofluoromethane Chemical compound FC(Cl)(Cl)Cl CYRMSUTZVYGINF-UHFFFAOYSA-N 0.000 description 3
- 229940029284 trichlorofluoromethane Drugs 0.000 description 3
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical group C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 description 2
- 230000032683 aging Effects 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- FUSUHKVFWTUUBE-UHFFFAOYSA-N buten-2-one Chemical compound CC(=O)C=C FUSUHKVFWTUUBE-UHFFFAOYSA-N 0.000 description 2
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 238000006298 dechlorination reaction Methods 0.000 description 2
- PCHPORCSPXIHLZ-UHFFFAOYSA-N diphenhydramine hydrochloride Chemical compound [Cl-].C=1C=CC=CC=1C(OCC[NH+](C)C)C1=CC=CC=C1 PCHPORCSPXIHLZ-UHFFFAOYSA-N 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 239000006260 foam Substances 0.000 description 2
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 2
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- PDRQTUDUXNVBSM-UHFFFAOYSA-N 1,1'-biphenyl;4-methylpent-1-ene Chemical compound CC(C)CC=C.C1=CC=CC=C1C1=CC=CC=C1 PDRQTUDUXNVBSM-UHFFFAOYSA-N 0.000 description 1
- NVZWEEGUWXZOKI-UHFFFAOYSA-N 1-ethenyl-2-methylbenzene Chemical compound CC1=CC=CC=C1C=C NVZWEEGUWXZOKI-UHFFFAOYSA-N 0.000 description 1
- BMVXCPBXGZKUPN-UHFFFAOYSA-N 1-hexanamine Chemical compound CCCCCCN BMVXCPBXGZKUPN-UHFFFAOYSA-N 0.000 description 1
- OGMSGZZPTQNTIK-UHFFFAOYSA-N 1-methyl-2-prop-1-en-2-ylbenzene Chemical compound CC(=C)C1=CC=CC=C1C OGMSGZZPTQNTIK-UHFFFAOYSA-N 0.000 description 1
- CZUZGUCIXCUKSC-UHFFFAOYSA-N 1-methyl-2-prop-1-enylbenzene Chemical compound CC=CC1=CC=CC=C1C CZUZGUCIXCUKSC-UHFFFAOYSA-N 0.000 description 1
- SYTIVWYNAWSJRF-UHFFFAOYSA-N 2-(methylideneamino)aniline Chemical compound NC1=CC=CC=C1N=C SYTIVWYNAWSJRF-UHFFFAOYSA-N 0.000 description 1
- BFSVOASYOCHEOV-UHFFFAOYSA-N 2-diethylaminoethanol Chemical compound CCN(CC)CCO BFSVOASYOCHEOV-UHFFFAOYSA-N 0.000 description 1
- HVCNXQOWACZAFN-UHFFFAOYSA-N 4-ethylmorpholine Chemical compound CCN1CCOCC1 HVCNXQOWACZAFN-UHFFFAOYSA-N 0.000 description 1
- LZJQEGCYVOMQID-UHFFFAOYSA-N 5-methylhex-5-en-3-ol Chemical compound CCC(O)CC(C)=C LZJQEGCYVOMQID-UHFFFAOYSA-N 0.000 description 1
- RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 description 1
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 1
- WIJLMAVTOCDUSM-UHFFFAOYSA-N FCO.[Cl] Chemical compound FCO.[Cl] WIJLMAVTOCDUSM-UHFFFAOYSA-N 0.000 description 1
- KWYHDKDOAIKMQN-UHFFFAOYSA-N N,N,N',N'-tetramethylethylenediamine Chemical compound CN(C)CCN(C)C KWYHDKDOAIKMQN-UHFFFAOYSA-N 0.000 description 1
- 239000004721 Polyphenylene oxide Substances 0.000 description 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 1
- 206010000269 abscess Diseases 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000001335 aliphatic alkanes Chemical class 0.000 description 1
- 125000003342 alkenyl group Chemical group 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 150000004982 aromatic amines Chemical class 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- XXBDWLFCJWSEKW-UHFFFAOYSA-N dimethylbenzylamine Chemical compound CN(C)CC1=CC=CC=C1 XXBDWLFCJWSEKW-UHFFFAOYSA-N 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- XEKOWRVHYACXOJ-UHFFFAOYSA-N ethyl acetate Substances CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 230000001747 exhibiting effect Effects 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 229960003132 halothane Drugs 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- CIXSDMKDSYXUMJ-UHFFFAOYSA-N n,n-diethylcyclohexanamine Chemical compound CCN(CC)C1CCCCC1 CIXSDMKDSYXUMJ-UHFFFAOYSA-N 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 238000004321 preservation Methods 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000004904 shortening Methods 0.000 description 1
- 230000003019 stabilising effect Effects 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 239000004711 α-olefin Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K15/00—Anti-oxidant compositions; Compositions inhibiting chemical change
- C09K15/04—Anti-oxidant compositions; Compositions inhibiting chemical change containing organic compounds
- C09K15/06—Anti-oxidant compositions; Compositions inhibiting chemical change containing organic compounds containing oxygen
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Polyurethanes Or Polyureas (AREA)
- Manufacture Of Porous Articles, And Recovery And Treatment Of Waste Products (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Cosmetics (AREA)
- Processes Of Treating Macromolecular Substances (AREA)
- Anti-Oxidant Or Stabilizer Compositions (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEP3730221.3 | 1987-09-09 | ||
| DE19873730221 DE3730221A1 (de) | 1987-09-09 | 1987-09-09 | Stabilisierung von chlorfluoralkanen |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN93103531A Division CN1033231C (zh) | 1987-09-09 | 1993-03-30 | 含氯氟代烷烃的稳定组合物 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1031853A CN1031853A (zh) | 1989-03-22 |
| CN1023708C true CN1023708C (zh) | 1994-02-09 |
Family
ID=6335587
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN88106468A Expired - Fee Related CN1023708C (zh) | 1987-09-09 | 1988-09-06 | 用3-丁烯-丁醇化合物使氯氟代烷烃的组合物稳定 |
| CN93103531A Expired - Fee Related CN1033231C (zh) | 1987-09-09 | 1993-03-30 | 含氯氟代烷烃的稳定组合物 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN93103531A Expired - Fee Related CN1033231C (zh) | 1987-09-09 | 1993-03-30 | 含氯氟代烷烃的稳定组合物 |
Country Status (18)
| Country | Link |
|---|---|
| US (1) | US4883913A (de) |
| EP (1) | EP0306861B1 (de) |
| JP (1) | JPH01103660A (de) |
| CN (2) | CN1023708C (de) |
| AR (1) | AR243582A1 (de) |
| AT (1) | ATE84059T1 (de) |
| DE (2) | DE3730221A1 (de) |
| DK (1) | DK498888A (de) |
| ES (1) | ES2052657T3 (de) |
| FI (1) | FI89274C (de) |
| GR (1) | GR3007416T3 (de) |
| HK (1) | HK27794A (de) |
| IL (1) | IL87711A (de) |
| MY (1) | MY103392A (de) |
| NO (1) | NO177317C (de) |
| PH (1) | PH25602A (de) |
| SG (1) | SG37793G (de) |
| YU (1) | YU46551B (de) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US10023681B2 (en) | 2012-10-24 | 2018-07-17 | Evonik Degussa Gmbh | Delay action catalyst for improving the stability of polyurethane systems having halogen containing blowing agents |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL137570C (de) * | 1961-10-30 | |||
| US3297582A (en) * | 1963-06-10 | 1967-01-10 | Pennsalt Chemicals Corp | Trichloromonofluoromethanecontaining compositions |
| US3352789A (en) * | 1964-01-10 | 1967-11-14 | Allied Chem | Stabilization of chlorofluoroalkanes |
| FR1420190A (fr) * | 1964-01-10 | 1965-12-03 | Allied Chem | Procédé de stabilisation des chlorofluoroalcanes vis-à-vis des alcools, au moyen de composés non saturés et compositions obtenues |
| US3361833A (en) * | 1964-07-27 | 1968-01-02 | Kaiser Aluminium Chem Corp | Stabilized chlorofluorocarbon compositions |
| US3465052A (en) * | 1966-06-15 | 1969-09-02 | Daikin Ind Ltd | Stabilized chlorofluoroalkane compositions |
| JPS5785326A (en) * | 1980-11-14 | 1982-05-28 | Asahi Glass Co Ltd | Stabilization of flon |
| JPS5785325A (en) * | 1980-11-14 | 1982-05-28 | Asahi Glass Co Ltd | Stabilization of flon |
| DE3139401C2 (de) * | 1981-10-03 | 1985-12-12 | Hoechst Ag, 6230 Frankfurt | Stabilisieren von Polyether- oder Polyester-Formmassen gegen vorzeitige Reaktion |
-
1987
- 1987-09-09 DE DE19873730221 patent/DE3730221A1/de not_active Withdrawn
-
1988
- 1988-07-07 AR AR88311364A patent/AR243582A1/es active
- 1988-09-02 PH PH37497A patent/PH25602A/en unknown
- 1988-09-03 ES ES88114396T patent/ES2052657T3/es not_active Expired - Lifetime
- 1988-09-03 EP EP88114396A patent/EP0306861B1/de not_active Expired - Lifetime
- 1988-09-03 DE DE8888114396T patent/DE3877098D1/de not_active Expired - Fee Related
- 1988-09-03 AT AT88114396T patent/ATE84059T1/de not_active IP Right Cessation
- 1988-09-06 CN CN88106468A patent/CN1023708C/zh not_active Expired - Fee Related
- 1988-09-08 US US07/241,468 patent/US4883913A/en not_active Expired - Fee Related
- 1988-09-08 YU YU171188A patent/YU46551B/sh unknown
- 1988-09-08 DK DK498888A patent/DK498888A/da not_active Application Discontinuation
- 1988-09-08 FI FI884139A patent/FI89274C/fi not_active IP Right Cessation
- 1988-09-08 NO NO884011A patent/NO177317C/no unknown
- 1988-09-08 JP JP63223683A patent/JPH01103660A/ja active Pending
- 1988-09-08 IL IL87711A patent/IL87711A/xx not_active IP Right Cessation
- 1988-09-08 MY MYPI88001001A patent/MY103392A/en unknown
-
1993
- 1993-03-19 GR GR920403224T patent/GR3007416T3/el unknown
- 1993-03-30 CN CN93103531A patent/CN1033231C/zh not_active Expired - Fee Related
- 1993-04-06 SG SG377/93A patent/SG37793G/en unknown
-
1994
- 1994-03-24 HK HK277/94A patent/HK27794A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| GR3007416T3 (de) | 1993-07-30 |
| IL87711A (en) | 1992-01-15 |
| ATE84059T1 (de) | 1993-01-15 |
| DK498888D0 (da) | 1988-09-08 |
| NO177317C (no) | 1995-08-23 |
| IL87711A0 (en) | 1989-02-28 |
| US4883913A (en) | 1989-11-28 |
| DE3730221A1 (de) | 1989-03-30 |
| FI884139A (fi) | 1989-03-10 |
| DK498888A (da) | 1989-05-19 |
| FI884139A0 (fi) | 1988-09-08 |
| JPH01103660A (ja) | 1989-04-20 |
| CN1033231C (zh) | 1996-11-06 |
| EP0306861A2 (de) | 1989-03-15 |
| AR243582A1 (es) | 1993-08-31 |
| SG37793G (en) | 1993-06-11 |
| YU171188A (en) | 1990-06-30 |
| NO177317B (no) | 1995-05-15 |
| ES2052657T3 (es) | 1994-07-16 |
| FI89274B (fi) | 1993-05-31 |
| NO884011L (no) | 1989-03-10 |
| YU46551B (sh) | 1993-11-16 |
| HK27794A (en) | 1994-03-31 |
| CN1079242A (zh) | 1993-12-08 |
| NO884011D0 (no) | 1988-09-08 |
| MY103392A (en) | 1993-06-30 |
| EP0306861B1 (de) | 1992-12-30 |
| CN1031853A (zh) | 1989-03-22 |
| FI89274C (fi) | 1993-09-10 |
| DE3877098D1 (de) | 1993-02-11 |
| PH25602A (en) | 1991-08-08 |
| EP0306861A3 (en) | 1990-08-16 |
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